Anal sex - pics gifs and confessions

♥️ my first time, my ex had me in a lather doing me doggy style, then she pulled out, and positioned it against my bottom…..

I begged and pleaded for her not to, but the head pierced me barely, and I began to cry, again begging her to stop, it went in further, as I wa moaning and crying and pleading then the force all the way in as I screamed and almost fell, the hard core fucking followed and the orgasms kept ripping through my body much more rapidly and far more intense than when it first barely pierced me.

Finally I had to pull away from it and her…..I could not breathe, my heart was pounding so hard and my mess was everywhere on the bed.

I asked her “why did you torture me like that?”
She looked at me bewildered and said “Honey I did not move once you started easing int in, you were the one fucking, I never pushed it in or pulled it out.”

I sat there trying to make sense of it, but she was right. She showed me the video she took of us with her phone. I made her double delete it. We never spoke of it again. NEVER.

She was also the one who introduced me to a finger. I will never go any larger again. I still feel so dirty and trashy since that night.

♥️JR
I think it can be a little embarrassing to feel like your body is betraying you for the sake of pleasure. However, it seemed like deep down you likely truly enjoyed all the pleasure that she gave you.

I don't think there's any reason to feel dirty or trashy about that experience. I understand that society makes women feel bad about embracing their sexuality. I have been lucky enough to have supportive lovers who helped me realize feeling a bit naughty can be a wonderful thing.
 
I think it can be a little embarrassing to feel like your body is betraying you for the sake of pleasure. However, it seemed like deep down you likely truly enjoyed all the pleasure that she gave you.

I don't think there's any reason to feel dirty or trashy about that experience. I understand that society makes women feel bad about embracing their sexuality. I have been lucky enough to have supportive lovers who helped me realize feeling a bit naughty can be a wonderful thing.
♥️

Thank you so much. I know I did enjoy ist and being naughty added to it. I loved everything she provided me. She took me from a lonely little introvert to a confident sextrovert.

My current gf just got out of an empty many year marriage, and we both are teaching one another new things and experiences. She is gentle and loving and wants to mother me to death. I love it too.

Thank you so much for the kind words!

♥️JR
 
♥️ my first time, my ex had me in a lather doing me doggy style, then she pulled out, and positioned it against my bottom…..

I begged and pleaded for her not to, but the head pierced me barely, and I began to cry, again begging her to stop, it went in further, as I wa moaning and crying and pleading then the force all the way in as I screamed and almost fell, the hard core fucking followed and the orgasms kept ripping through my body much more rapidly and far more intense than when it first barely pierced me.

Finally I had to pull away from it and her…..I could not breathe, my heart was pounding so hard and my mess was everywhere on the bed.

I asked her “why did you torture me like that?”
She looked at me bewildered and said “Honey I did not move once you started easing int in, you were the one fucking, I never pushed it in or pulled it out.”

I sat there trying to make sense of it, but she was right. She showed me the video she took of us with her phone. I made her double delete it. We never spoke of it again. NEVER.

She was also the one who introduced me to a finger. I will never go any larger again. I still feel so dirty and trashy since that night.

♥️JR

It's nice to see you were able to enjoy the experience so much it blew your mind. However its too bad that society took that away from you by the implied shame of the act. It seems like the act is something that should be part of your sex life.
 
I was kind of broken by (hetero) anal tbh. I had really early exposure to porn and spent a lot of time online in the 90s that led me to talking dirty online with women damn near twice my age (yes, plural, and it's not just men that "prey" like this, shocker), and it really just shaped me. Now there isn't a part of a woman's body I can't worship or fixate on, but at this stage in my life I've been in more than one anal only relationship and I find that beyond the basic sensory pleasure of it (visually it's a hell of a thing) I really enjoy the controlled hyperintimacy of it, the sense of escalating trust and figuring out the play with a partner to where it all feels.. right? There's also something about pussy denial (for lack of better words) that fits perfectly with my dom side.

Anal's hot. I still feel a bit of shame admitting how big a part of my sexuality it's become, but here we are!
 
The first time I experienced anal was a nightmare and I swore it off for years. But my hubby with patience and unhurried gentleness over a 6 month period managed to change that as my trust and newfound curiosity bloomed. Nowadays I love it and it’s sometimes ALL I want! Even during masturbation as well on occasion…Carpe Diem! 😍😈🍆💦💦💦
https://vlix.io/video/455a233086e26b72b9a0/
 
The first time I experienced anal was a nightmare and I swore it off for years. But my hubby with patience and unhurried gentleness over a 6 month period managed to change that as my trust and newfound curiosity bloomed. Nowadays I love it and it’s sometimes ALL I want! Even during masturbation as well on occasion…Carpe Diem! 😍😈🍆💦💦💦
https://vlix.io/video/455a233086e26b72b9a0/
This is so hot
 
I became a fan of anal very early on. As long as there’s lube and the boy knows what he’s doing… It’s on! The orgasms take longer to build up, which I think makes them more intense.

My first anal experience was at Houston Zoo. I was on school excursion and sneaked away with a boy. He pinned me against a shed, pulled down my panties, and ate me out. After a few minutes, he oh so gently and oh so sweetly started to fuck my ass with his little finger. I was hooked.😍
 
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My first anal experience was at Houston Zoo. I was on school excursion and sneaked away with a boy. He pinned me against a shed, pulled down my panties, and ate me out. After a few minutes, he oh so gently and oh so sweetly started to fuck my ass with his little finger. I was hooked.
I just think this little story is so lovely, I keep coming back to it. Was his little finger as far as it went that day? Can you tell us about your first experience with cock in your ass?
 
I just think this little story is so lovely, I keep coming back to it. Was his little finger as far as it went that day? Can you tell us about your first experience with cock in your ass?
Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.

Boys at that age seem compelled to shove anything they can up inside us girls, usually without much delicacy. So I was pretty adamant about keeping my ass intact!😀 But this boy at the zoo was just so sly and gentle, his finger was up there before I even realised it. And wow that felt good!😍

So ass fingering became part of my make-out repertoire. Not every boy was keen, and there wasn’t always lube handy, but I was def hooked. My first ‘DP’ was a boy pumping me with two fingers in each hole; I must have cum three times.

The Big Deed finally happened on the Fourth of July 2014. It was with a boy I’d been seeing for a couple of months. I’ve talked about this elsewhere, but it was honestly a huge, painful disappointment (for me, not him🙄). He was in love with me, but talk about dashed expectations…. This was from just before: https://www.imagebam.com/view/ME163KL4

My pussy hurt like heck after that, so a week later we tried anal. Again, just as with my pussy, my hopeless (but very sweet❤️) bf was way too rough and really hurt me.😫

Fast-forward to September and I found my ‘bad boy’. He was older, drove a car, had tats, and - most importantly - taught me how to really have sex. Not just sucking and fucking, but the good stuff: edging, anal, toys, threeways, clit stimulation. SM, etc.

For the month we were together, his cock was kinda the center of my universe.🫢 He’d pick me straight after school and we’d head home - mine or his - and bang like crazy for two hours.
https://www.imagebam.com/view/ME163JBF

And gosh did he know his way around a girl’s ass😊. This was a hell of an education. https://gofile.io/d/4I9Qkd

So there ya go. My first steps on the backdoor journey.

Edit for better video quality.
 
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Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.

Boys at that age seem compelled to shove anything they can up inside us girls, usually without much delicacy. So I was pretty adamant about keeping my ass intact!😀 But this boy at the zoo was just so sly and gentle, his finger was up there before I even realised it. And wow that felt good!😍

So ass fingering became part of my make-out repertoire. Not every boy was keen, and there wasn’t always lube handy, but I was def hooked. My first ‘DP’ was a boy pumping me with two fingers in each hole; I must have cum three times.

The Big Deed finally happened on the Fourth of July 2014. It was with a boy I’d been seeing for a couple of months. I’ve talked about this elsewhere, but it was honestly a huge, painful disappointment (for me, not him🙄). He was in love with me, but talk about dashed expectations…. This was from just before: https://www.imagebam.com/view/ME163K1F

My pussy hurt like heck after that, so a week later we tried anal. Again, just as with my pussy, my hopeless (but very sweet❤️) bf was way too rough and really hurt me.😫

Fast-forward to September and I found my ‘bad boy’. He was older, drove a car, had tats, and - most importantly - taught me how to really have sex. Not just sucking and fucking, but the good stuff: edging, anal, toys, threeways, clit stimulation. SM, etc.

For the month we were together, his cock was kinda the center of my universe.🫢 He’d pick me straight after school and we’d head home - mine or his - and bang like crazy for two hours.
https://www.imagebam.com/view/ME163JBF

And gosh did he know his way around a girl’s ass😊. This was a hell of an education.
https://gofile.io/d/4I9Qkd

So there ya go. My first steps on the backdoor journey.

Edit for better video quality.
What a post, what a video! Stunning xx
 
Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.
If we'd been a couple generations closer, I'd have been your boy. At 17, there was nothing I wanted more that to eat a girl out. I wanted that even more than I wanted penetrative sex.
So there ya go. My first steps on the backdoor journey.
Wonderful! Thank you very much!
 
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